8-hydroxy-9-(3-hydroxy-2-methylbutanoyl)-4,4-dimethyl-14-propyl-3,11-dioxatricyclo[8.4.0.02,7]tetradeca-1,5,7,9-tetraen-12-one

• ChemBase ID: 305594
• Molecular Formular: C22H28O6
• Molecular Mass: 388.45412
• Monoisotopic Mass: 388.18858862
• SMILES: c12c(c(c3c(c1OC(C=C2)(C)C)C(CC(=O)O3)CCC)C(=O)C(C(C)O)C)O
• Canonical SMILES: CCCC1CC(=O)Oc2c1c1OC(C)(C)C=Cc1c(c2C(=O)C(C(O)C)C)O
• InChI: InChI=1S/C22H28O6/c1-6-7-13-10-15(24)27-21-16(13)20-14(8-9-22(4,5)28-20)19(26)17(21)18(25)11(2)12(3)23/h8-9,11-13,23,26H,6-7,10H2,1-5H3
• InChIKey: QVXVUACNNIWBIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-9-(3-hydroxy-2-methylbutanoyl)-4,4-dimethyl-14-propyl-3,11-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1,5,7,9-tetraen-12-one
• IUPAC Traditional name: 8-hydroxy-9-(3-hydroxy-2-methylbutanoyl)-4,4-dimethyl-14-propyl-3,11-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1,5,7,9-tetraen-12-one
• Synonyms: Calanolide E

Database IDs

• CAS Number: 142566-61-8

CALCULATED PROPERTIES

• Acid pKa: 8.547495
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.2459717
• LogD (pH = 7.4): 4.216743
• Log P: 4.2463574
• Molar Refractivity: 106.3779 cm^3
• Polarizability: 40.888275 Å^3
• Polar Surface Area: 93.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder